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Funny questions to ask

Silly and absurd questions that get a laugh first and a story second.

What was your first email address or screen name?

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How to use these questions

  1. Choose a list that fits who you're talking to.
  2. Take turns drawing a question. The person who draws it asks, and everyone else answers.
  3. Ask one follow-up before moving on. The follow-up is usually where the good part is.

All 124 funny questions to ask

Updated November 2026.

  1. What was your first email address or screen name?
  2. What's the worst haircut you've ever had?
  3. What did you believe as a kid that turned out to be completely wrong?
  4. What job would you be terrible at?
  5. What's the dumbest accident you've ever had?
  6. What's the worst thing you've ever cooked, and who had to eat it?
  7. If your pet could talk, what secret would it tell first?
  8. What's the most embarrassing thing you've said to a teacher or a boss?
  9. What would your wrestling name be, and what's your finishing move?
  10. What's the weirdest thing you've eaten on a dare?
  11. What totally useless talent are you proud of?
  12. What would a documentary about your worst week be called?
  13. What did you think adults did all day when you were a kid?
  14. Which animal would make the worst waiter?
  15. What's the most ridiculous argument you've ever won?
  16. What's the lamest excuse you've given for being late?
  17. What smell do you secretly like that you probably shouldn't?
  18. What would you be arrested for if being annoying were a crime?
  19. What's the worst gift you've had to pretend to love?
  20. What would your warning label say?
  21. What's the strangest thing you've done while half asleep?
  22. Which vegetable would win in a fight, and why?
  23. What's the worst fashion choice you ever made on purpose?
  24. What song do you know every word to and wish you didn't?
  25. What did you do as a kid that you thought was genius?
  26. What tiny inconvenience would turn you into a villain?
  27. What's the least impressive thing you've ever bragged about?
  28. What sound effect should play every time you walk into a room?
  29. What's the funniest thing you've overheard in public?
  30. If you were a ghost, how would you annoy the people in your house?
  31. Which chore would you make an Olympic sport, and would you medal?
  32. What's the most pointless thing you've ever cried about?
  33. What do you sing in the shower when you think nobody can hear?
  34. What's the worst name you've given a pet, a toy or a car?
  35. If you were a sandwich, what would be in you?
  36. What's the silliest thing you're scared of?
  37. What's the weirdest dream you can still remember?
  38. What's the worst pickup line you've heard or used?
  39. What did you pretend to understand for far too long?
  40. Which cartoon character would be the worst roommate?
  41. What's the longest you've kept a lie going about something tiny?
  42. What food opinion will you defend to the end?
  43. What's the worst movie you love anyway?
  44. What would be your first law as ruler of a very small island?
  45. What's the funniest way you've ever been woken up?
  46. What's the most childish thing you still do?
  47. What would the trophy say if you won an award for your worst habit?
  48. What nickname do you hope never comes back?
  49. If you had to wear one costume to work for a year, what would it be?
  50. What two foods do you mix that make other people leave the table?
  51. What's the worst thing you could say in a wedding toast?
  52. What did you think was fancy when you were a kid?
  53. What's the strangest place you've ever fallen asleep?
  54. What's the worst text you've ever sent to the wrong person?
  55. Which animal could you beat in a race, and which one would humble you?
  56. What's the pettiest reason you've ever stopped liking someone?
  57. What do you do in the car that you'd deny in court?
  58. What's the most useless fact you know by heart?
  59. What would you do with one day of being invisible?
  60. What's your go-to dance move, and who has been hurt by it?
  61. If your stomach could file a complaint about you, what would it say?
  62. What's the weirdest thing you've looked up this month?
  63. What's the most elaborate plan you've made to avoid a small task?
  64. Which rule in your childhood home made no sense?
  65. What would you put on a billboard just to confuse people?
  66. What's the strangest thing in your fridge right now?
  67. What do you do at home that would look very strange to a visitor?
  68. What's the most ridiculous thing you've done to impress someone?
  69. What everyday object took you embarrassingly long to figure out?
  70. What would your pirate name be, and what would you refuse to steal?
  71. When were you the most confident you've ever been while completely wrong?
  72. Which piece of furniture in your home knows the most gossip about you?
  73. What would you bring to a potluck to make sure you're never invited back?
  74. What's the worst thing you've said while trying to be polite?
  75. Which of us would last longest on a desert island, and who's out first?
  76. What's the worst idea we've ever had together?
  77. If our group were a sitcom, who would play which part?
  78. Which of us is the worst driver, and what's the proof?
  79. What job would each of us have in a heist?
  80. What's the worst outfit you've ever seen me leave the house in?
  81. Which of us would survive a horror movie, and who trips in the first scene?
  82. If we opened a business together, what would it be, and who gets fired first?
  83. What rumor about you from school should I know?
  84. Who in the group has the best taste in music, and who should never get the speaker?
  85. What's the most embarrassing thing you've seen me do?
  86. What phase did one of us go through that we should never forget?
  87. What have you borrowed from a friend and never returned?
  88. What's the funniest moment of ours that nobody got on camera?
  89. Who's the worst cook in the group, and what's the evidence?
  90. Who in the group is most likely to cry at a commercial?
  91. What am I wrong about that you've stopped arguing over?
  92. Which of us would you send to talk our way out of trouble?
  93. What's the funniest fight we've ever had?
  94. What do you think we'll bicker about when we're old?
  95. Which chore would you happily trade me forever?
  96. What nickname for me do you only use in your head?
  97. Which of us is the better liar, and how do you know?
  98. If we got a dog tomorrow, what would we name it and who would walk it?
  99. What's the worst date we've had that makes the best story?
  100. What tiny thing about living with me did you not expect?
  101. What would our theme song be on a good day, and on a bad one?
  102. What are we like on a long car ride, and who controls the music?
  103. What do I do in my sleep that you've never told me about?
  104. What's your most charming bad habit?
  105. What's your move when you want someone to notice you?
  106. What's the most awkward first date moment you've lived through?
  107. What do your friends say about your taste in people?
  108. What do you think we'd argue about on a road trip?
  109. What snack would we fight over at the movies?
  110. If your toys came alive at night, what would they do first?
  111. What's the funniest thing that has ever happened at school?
  112. Which animal would cause the most trouble on a school bus?
  113. What do you think your pet does when everyone leaves the house?
  114. What's the silliest face you can make, and who taught it to you?
  115. What do grown-ups do that makes no sense to you?
  116. What sound always makes you laugh?
  117. What would you ask a dinosaur if it could talk?
  118. If it could rain anything except water, what should it rain?
  119. What's the first thing you'd do if you woke up as a cat?
  120. What's the funniest word you know?
  121. If your favorite toy had a job, what would it be?
  122. What do you think clouds taste like?
  123. What do you think your teacher does on the weekend?
  124. What would your pet say about you if it wrote your report card?

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Questions people ask

What are some good funny questions to ask?
Five from this list: What would your wrestling name be, and what's your finishing move? What's the worst name you've given a pet, a toy or a car? What would you do with one day of being invisible? Who in the group has the best taste in music, and who should never get the speaker? What do you think we'd argue about on a road trip?

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